EP0019734A1 - Agent de lavage pour textiles - Google Patents

Agent de lavage pour textiles Download PDF

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Publication number
EP0019734A1
EP0019734A1 EP80102334A EP80102334A EP0019734A1 EP 0019734 A1 EP0019734 A1 EP 0019734A1 EP 80102334 A EP80102334 A EP 80102334A EP 80102334 A EP80102334 A EP 80102334A EP 0019734 A1 EP0019734 A1 EP 0019734A1
Authority
EP
European Patent Office
Prior art keywords
weight
radical
alkyl
fatty acid
atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
EP80102334A
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German (de)
English (en)
Other versions
EP0019734B1 (fr
Inventor
Hans Dr. Andree
Herbert Dr. Reuter
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AT80102334T priority Critical patent/ATE2226T1/de
Publication of EP0019734A1 publication Critical patent/EP0019734A1/fr
Application granted granted Critical
Publication of EP0019734B1 publication Critical patent/EP0019734B1/fr
Expired legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions

Definitions

  • the invention relates to a powdery or granular detergent with a fabric softening effect for the simultaneous washing and care of delicates in the washing machine or by hand.
  • the washing effect of such combinations is particularly good if the ratio of the nonionic surfactant to the quaternary ammonium compound is in the ratio 4: 1 to 1: 1 .
  • Powdered detergents for machine washing based on nonionic addition products of ethylene oxide with certain alkylphenols, fatty alcohols, mercaptans, fatty acid monoethanolamides or fatty amines as nonionic surfactant components, which contain cationic ammonium compounds for foam control, are described in DE-AS 12 20 956.
  • DE-OS 28 28 619 discloses a detergent with nonionic polyoxyalkylene surfactants, a small proportion of zwitterionic or semipolar surfactants and small amounts (up to approximately 1.5% by weight) of a cationic surfactant. According to the teaching of this patent application, the small proportions of zwitterionic or semipolar surfactants and cationic surface-active substances bring about a reduction in color transfer while washing colored and white textiles at the same time.
  • 3,351,557 describes emulsions which contain about 1-15% by weight of polyoxyalkylene surfactants, 2-10% by weight of a sulfobetaine or amine oxide and 0.1-0.5% by weight of quaternary ammonium salt may contain as a germicide.
  • the invention was therefore based on the object loading a powdery or granular detergent for mild detergents. to sit, which has an optimal washing capacity, textile softening properties and also foaming behavior, and which can be used both in the washing machine and for washing by hand.
  • Another object of the invention is to provide a detergent formulation which, when produced by spray drying, provides a detergent with a reduced bulk density.
  • the polyglycol ethers of the formula I which are suitable according to the invention as constituent a) are derived from natural or synthetic primary fatty alcohols or oxo alcohols.
  • Oxo alcohols are produced by reacting linear olefins with carbon monoxide and hydrogen according to the known oxo process by hydroformylation and subsequent hydrogenation.
  • Heüblicne oxo alcohol mixtures which are suitable for the preparation of the surfactant component a) are, for example, the oxo alcohols available from Deutsche Shell Chemie Deutschen under the trade name "Dobanol", which contain about 25% by weight of 2-alkyl branched alcohols exhibit; other suitable oxo alcohols are available under the name "Synprol” from Imperial Chemical Industries Ltd.
  • Suitable products based on oxo alcohols are, for example, various "Lutensol” types from BASF with approx. 30-35% by weight of branched alcohols and some "Lial” types from Liquichimica SpA with approx. 60% by weight. on branched alcohols.
  • Typical preferred products are, for example, "Dobanol 45-7”, which consists of at least 95% C 14 / C 15 oxo alcohol with an average of 7 moles of ethylene oxide; also “Lutensol AO-8”, which is a C 13 / C 15 oxo alcohol ethoxylate with an average of 8 moles of ethylene oxide and “Lutensol ON-70”, which is a C 9 / C 11 oxo alcohol ethoxylate with an average of 7 Mole represents ethylene oxide.
  • Typical surfactants derived from fatty alcohols are based, for example, on tallow fatty alcohol or the commercial products "Lorol” with 8-18 carbon atoms from Henkel.
  • Typical preferred products are, for example, “Dehydol TA 5" and “Dehydol TA 14" (Henkel), which are tallow fatty alcohol polyglycol ethers with 5 and 14 moles of ethylene oxide per mole of alcohol.
  • Another preferred product is, for example, the commercial product "Marlipal KF” (Chemische Werke Huls), a C 10 / C 12 fatty alcohol ethoxylate with an average of 6 moles
  • Further suitable and preferred polyglycol ethers are the addition products derived from oleyl alcohol or cetyl alcohol with 5-10 moles of ethylene oxide or technical mixtures of predominantly oleyl and cetyl alcohol with 5-10 moles of ethylene oxide, the iodine number of which is between approximately 40 and approximately 60.
  • polyglycol ethers individually or in a mixture, form component a) of the agents according to the invention. They are contained in the finished agent in an amount of 5-20% by weight, preferably 7-15% by weight, and can be wholly or partly by the C 8 -C 15 alkylaryl polyglycol ether known as nonionic surfactants, such as Nonylphenol be replaced with about 5 to about 15 moles of ethylene oxide.
  • nonionic surfactants such as Nonylphenol be replaced with about 5 to about 15 moles of ethylene oxide.
  • Fatty acid mono- or diethanolamides with a fatty acid residue having 12-18 carbon atoms are suitable as component b) of the agents according to the invention. Both the compounds with a uniform number of carbons in the fatty acid residue and mixtures of fatty acid ethanolamides with differently long fatty acid residues can be used here.
  • a preferred product is derived from coconut fatty acid with a proportion of more than 50% by weight of C 12 fatty acid, approx. 20% by weight of C 14 fatty acid, approx. 10% by weight of C 16 fatty acid and another Share of saturated and unsaturated C 18 fatty acid. Such a product is commercially available under the name "Comperlan 100" (Henkel).
  • Another suitable product is the coconut fatty acid diethanolamide commercially available as "Comperlan KD" (Henkel).
  • the fatty acid ethanolamides are contained in the agents according to the invention to 1-10% by weight, preferably to 2-5% by weight.
  • component c) of the agents according to the invention are N-alkyl-N, N-dimethylammonium acetate, N-alkyl-N-methyl-N-benzylammonium acetate, N-alkyl-N-bis (2-hydroxyethyl) ammonium acetate, N-alkyl-N-diethylammonium propionate, 2-alkyl-1- (2-hydroxyethyl) imidazolinium-1-acetate, 3- (N-alkyl-N-dimcthylammonium) -2-hydroxypropyl sulfate, 3- (N-alkyl -N-dimethylammonium) propane sulfonate and 1- (3-trimethylammonium) alkane sulfonate, in which the alkyl or alkane groups are preferably straight-chain hydrocarbon residues with 10-22, preferably 12-18, carbon atoms and are, for example, natural fat residues, such as coconut - or tallow
  • tertiary amines of the formula R 3 R 4 R 5 N can be obtained by reacting tertiary amines of the formula R 3 R 4 R 5 N with halocarboxylic acids, for example chloro- or bromoacetic acid or ⁇ -chloropropionic acid or by quaternizing aminocarboxylic acids or reaction products of secondary amines with acrylic acid in a suitable manner.
  • Sulfate betaines can be obtained in an analogous manner by reacting the tertiary amines with haloalkylsulfuric acid esters or their salts.
  • Sulfobetaines are obtained by reacting the tertiary amines with haloalkylsulfonic acids or sultones, in particular with propane sultone.
  • the betaines are contained in the agents according to the invention in an amount of 1-10% by weight, preferably 2-6% by weight.
  • the quaternary ammonium compounds with preferably two long-chain, preferably saturated aliphatic radicals each having 14-26, preferably 16-20, carbon atoms and at least one quaternary nitrogen atom in the molecule are suitable as textile-softening active ingredients (constituent).
  • the long-chain aliphatic radicals can be straight-chain or branched and can accordingly be derived from fatty acids or from fatty amines, Guerbetamines, or from the alkylamines obtainable by reduction of nitroparaffins.
  • quaternary ammonium compounds are, in particular, derivatives of Ammonia, that is to say the quaternary salts obtainable by alkylation of long-chain secondary amines, such as, for example, the compounds distearyldimethylammonium chloride or ditallgallcyldimethylammonium chloride, or by reacting 1 mol of an aminoalkylethylenediamine or hydroxyalkylethylenediamine with 2 mol of a long-chain, C 14 -C 26 fatty acid or their esters obtainable imidazoline compounds, which are subsequently converted into the quaternary imidazolinium compounds by alkylation.
  • long-chain secondary amines such as, for example, the compounds distearyldimethylammonium chloride or ditallgallcyldimethylammonium chloride, or by reacting 1 mol of an aminoalkylethylenediamine or hydroxyalkylethylenediamine with 2 mol of a long-chain, C 14 -
  • the anion generally consists of the acid residue which has arisen from the alkylating agent used in the quaternization.
  • the alkylating agent used in the quaternization for example, chloride, bromide, methyl sulfate, ethyl sulfate, methane, ethane or toluenesulfonate, preferably chloride and / or methyl sulfate, are therefore suitable as anions.
  • Typical preferred textile plasticizers are, for example, ditallow alkyldimethylammonium chloride (for example the commercial products “Präpagen WK” and “Präpagen MKT", Hoechst, "Adogen 442", Ashland) or distearyldimethylammonium chloride (for example "Arosurf TA 100", Ashland) and 2-heptadecyl-1-methyl 1-oleoylamid-ethyl-imidazolinium methosulfate.
  • ditallow alkyldimethylammonium chloride for example the commercial products "Präpagen WK” and “Präpagen MKT", Hoechst, "Adogen 442", Ashland
  • distearyldimethylammonium chloride for example "Arosurf TA 100", Ashland
  • 2-heptadecyl-1-methyl 1-oleoylamid-ethyl-imidazolinium methosulfate for example, dit
  • the textile-softening active ingredients are present in the agents according to the invention in an amount of 2-10% by weight, preferably 3-7% by weight; wherein the fabric softening agent d) is preferably present in an amount of more than 25, in particular more than 30,% by weight, based on the total weight of the component consisting of the polyglycol ether a), the fatty acid ethanol amide b) and the fabric softening agent d).
  • the agents according to the invention contain 50-91% by weight of additives usually present in detergents as further constituents.
  • additives usually present in detergents as further constituents.
  • detergents for example, builders, fragrances, dyes, as well as dirt carriers, enzymes, optical brighteners or small amounts of water.
  • the builders include calcium-precipitating or complexing inorganic or organic compounds.
  • Inorganic precipitating or complexing substances are, for example, pyrophosphate, triphosphate, higher polyphosphates and metaphosphates and the cation-exchanging alkali alumosilicates, as described, for example, in DE-AS 24 12 837, in particular zeolites A and X.
  • Suitable organic compounds are, for example, polycarboxylic acids, hydroxycarboxylic acids , Amino carboxylic acids, carboxyalkyl ethers, polyanionic polymeric carboxylic acids, phosphonic acids.
  • builders are weakly acidic, neutral or alkaline inorganic salts, such as bicarbonates, carbonates, borates or silicates of alkalis, alkali sulfates, and the alkali salts of organic, non-capillary-active, 1-8 C-atoms containing sulfonic acids, carboxylic acids and sulfocarboxylic acids.
  • the agents according to the invention preferably contain approx. 10-50% by weight sodium tripolyphosphate, 2-10% by weight water glass with a Na 2 0: SiO 2 ratio of, for example, 1: 3.4, and sodium sulfate as builders.
  • the agents according to the invention are in powder form. These are fine-grained to granular or spherical products that are easy to pour. They can be produced by all methods known in the art. So you can, for example, the powdered components together mix and spray oily or pasty components, such as non-ionic surfactants, onto the product. Another possibility for production consists in pasting the constituents of the agents with water to a paste which is converted into a powder by evaporation of the water, for example on rollers or in atomizing towers. After hot drying, you can still heat sensitive. or incorporate volatile substances such as fragrances. Products according to the invention produced by spray drying have a bulk density of approx. 150 g / l to approx. 300 g / 1.
  • the detergents according to the invention can be used for washing and simultaneously softening fine laundry articles made of wool, synthetic fibers such as polyester, polyacrylonitrile, polyamide and mixtures of wool and synthetic fibers.
  • the washing and softening process can take place either in the washing machine or by hand at washing temperatures up to about 60 ° C, preferably up to about 30 ° C.
  • the application concentration of the agents is generally from 1 to 10 g / l of wash liquor, preferably from 2 to 5 g / l.
  • the detergents are characterized by the fact that they clean the textiles perfectly and at the same time give them a pleasant feel and anti-electrostatic properties. When washing by hand in the washbasin, they form a dense, pleasant foam, and no foaming is observed when washing in the washing machine. The foam can also be easily rinsed out.
  • An agent of the above composition is a detergent according to the invention containing conventional additives in conventional amounts. It was produced by spray drying and has a bulk density of approximately 250 g / l.
  • the detergents according to the invention listed in Examples 1-5 were found to be suitable for washing fine textiles made of wool, polyacrylonitrile or wool / polyacrylonitrile mixtures, and also polyamide / cotton mixtures in the washing machine up to 60 ° C, preferably up to approx. 30 ° C , and by hand as products with a balanced combination of properties with regard to their washing power, their softening effect and their foaming behavior.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP80102334A 1979-05-07 1980-04-30 Agent de lavage pour textiles Expired EP0019734B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80102334T ATE2226T1 (de) 1979-05-07 1980-04-30 Waschmittel fuer textilien.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19792918363 DE2918363A1 (de) 1979-05-07 1979-05-07 Waschmittel fuer textilien
DE2918363 1979-05-07

Publications (2)

Publication Number Publication Date
EP0019734A1 true EP0019734A1 (fr) 1980-12-10
EP0019734B1 EP0019734B1 (fr) 1983-01-12

Family

ID=6070129

Family Applications (1)

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EP80102334A Expired EP0019734B1 (fr) 1979-05-07 1980-04-30 Agent de lavage pour textiles

Country Status (4)

Country Link
EP (1) EP0019734B1 (fr)
AT (1) ATE2226T1 (fr)
BR (1) BR8002781A (fr)
DE (2) DE2918363A1 (fr)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2163771A (en) * 1984-08-31 1986-03-05 Colgate Palmolive Co Wash cycle detergent-softener compositions
FR2571756A1 (fr) * 1984-08-31 1986-04-18 Colgate Palmolive Co Compositions de detergent assouplissant pour cycle de lavage en eau chaude
EP0303187A3 (en) * 1987-08-13 1989-11-15 Henkel Kommanditgesellschaft Auf Aktien Aqueous preparations of ionic surfactants with an increased viscosity
WO1991003536A1 (fr) * 1989-08-30 1991-03-21 Henkel Kommanditgesellschaft Auf Aktien Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse
WO1997049789A1 (fr) * 1996-06-21 1997-12-31 Henkel Kommanditgesellschaft Auf Aktien Procede de lavage pour textiles a proprietes ameliorees en termes de facilite d'entretien
EP0684300A3 (fr) * 1994-05-27 1999-08-04 Unilever Plc Composition tensio-active et composition de nettoyage la contenant
EP1081213A1 (fr) * 1999-08-21 2001-03-07 Cognis Deutschland GmbH Agents de lavage solides à mousse contrôlée
WO2002102948A3 (fr) * 2001-05-31 2003-04-24 Huntsman Internat Llc A Ltd Li Poudres compactables
WO2014154234A1 (fr) * 2013-03-25 2014-10-02 Rhodia Operations Produit assouplissant

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3026090A1 (de) * 1980-07-10 1982-02-18 Henkel KGaA, 4000 Düsseldorf Fluessiges waschmittel mit einem gehalt an verfaerbungsinhibierenden zusaetzen
GB8609884D0 (en) * 1986-04-23 1986-05-29 Procter & Gamble Softening detergent compositions
EP0258923B1 (fr) * 1986-09-02 1993-10-06 Akzo Nobel N.V. Composition adoucissante pour le linge et détergent la contenant

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2742007A1 (de) * 1976-10-01 1978-04-06 Kao Corp Fluessige, schonend wirkende reinigungsmittelmischung
DE2828619A1 (de) * 1977-07-01 1979-01-11 Unilever Nv Waschmittel
EP0000595A1 (fr) * 1977-06-29 1979-02-07 THE PROCTER & GAMBLE COMPANY Composition détergente à faible teneur en phosphates pour le lavage des tissus

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2742007A1 (de) * 1976-10-01 1978-04-06 Kao Corp Fluessige, schonend wirkende reinigungsmittelmischung
EP0000595A1 (fr) * 1977-06-29 1979-02-07 THE PROCTER & GAMBLE COMPANY Composition détergente à faible teneur en phosphates pour le lavage des tissus
DE2828619A1 (de) * 1977-07-01 1979-01-11 Unilever Nv Waschmittel

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2163771A (en) * 1984-08-31 1986-03-05 Colgate Palmolive Co Wash cycle detergent-softener compositions
FR2571756A1 (fr) * 1984-08-31 1986-04-18 Colgate Palmolive Co Compositions de detergent assouplissant pour cycle de lavage en eau chaude
EP0303187A3 (en) * 1987-08-13 1989-11-15 Henkel Kommanditgesellschaft Auf Aktien Aqueous preparations of ionic surfactants with an increased viscosity
WO1991003536A1 (fr) * 1989-08-30 1991-03-21 Henkel Kommanditgesellschaft Auf Aktien Utilisation de melanges de polyalkylenediol-ethers comme agents antimousse
EP0684300A3 (fr) * 1994-05-27 1999-08-04 Unilever Plc Composition tensio-active et composition de nettoyage la contenant
WO1997049789A1 (fr) * 1996-06-21 1997-12-31 Henkel Kommanditgesellschaft Auf Aktien Procede de lavage pour textiles a proprietes ameliorees en termes de facilite d'entretien
EP1081213A1 (fr) * 1999-08-21 2001-03-07 Cognis Deutschland GmbH Agents de lavage solides à mousse contrôlée
WO2002102948A3 (fr) * 2001-05-31 2003-04-24 Huntsman Internat Llc A Ltd Li Poudres compactables
WO2014154234A1 (fr) * 2013-03-25 2014-10-02 Rhodia Operations Produit assouplissant
WO2014154654A1 (fr) * 2013-03-25 2014-10-02 Rhodia Operations Adoucissant textile
CN105073969A (zh) * 2013-03-25 2015-11-18 罗地亚经营管理公司 织物柔软剂
US9714400B2 (en) 2013-03-25 2017-07-25 Rhodia Operations Fabric softener
CN105073969B (zh) * 2013-03-25 2019-05-31 罗地亚经营管理公司 织物柔软剂

Also Published As

Publication number Publication date
EP0019734B1 (fr) 1983-01-12
BR8002781A (pt) 1980-12-16
ATE2226T1 (de) 1983-01-15
DE3061591D1 (en) 1983-02-17
DE2918363A1 (de) 1980-11-27

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